MiMeDB: Showing metabocard for SM(d18:1/26:1(17Z)) (MMDBc0000660)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:52:09 UTC

Update Date

2022-08-31 06:10:49 UTC

MiMeDB ID

MMDBc0000660

Metabolite Identification

Common Name

SM(d18:1/26:1(17Z))

Description

Sphingomyelin (d18:0/26:1(17Z)) or SM(d18:0/26:1(17Z)) is a type of sphingolipid found in animal cell membranes, especially in the membranous myelin sheath which surrounds some nerve cell axons. In humans, sphingomyelin is the only membrane phospholipid not derived from glycerol. Like all sphingolipids, SPH has a ceramide core (sphingosine bonded to a fatty acid via an amide linkage). In addition it contains one polar head group, which is either phosphocholine or phosphoethanolamine. The plasma membrane of cells is highly enriched in sphingomyelin and is considered largely to be found in the exoplasmic leaflet of the cell membrane. However, there is some evidence that there may also be a sphingomyelin pool in the inner leaflet of the membrane. Moreover, neutral sphingomyelinase-2 - an enzyme that breaks down sphingomyelin into ceramide has been found to localise exclusively to the inner leaflet further suggesting that there may be sphingomyelin present there. Sphingomyelin can accumulate in a rare hereditary disease called Niemann-Pick Disease, types A and B. Niemann-Pick disease is a genetically-inherited disease caused by a deficiency in the enzyme Sphingomyelinase, which causes the accumulation of Sphingomyelin in spleen, liver, lungs, bone marrow, and the brain, causing irreversible neurological damage. SMs play a role in signal transduction. Sphingomyelins are synthesized by the transfer of phosphorylcholine from phosphatidylcholine to a ceramide in a reaction catalyzed by sphingomyelin synthase.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652303262014182D          

 58 57  0  0  1  0            999 V2000
    6.2447   -3.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0979   -2.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2616   -3.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3909   -3.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9623   -2.9401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6736   -3.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3913   -2.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1025   -3.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8201   -2.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5310   -3.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2487   -2.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9600   -3.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6776   -2.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3889   -3.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1066   -2.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8178   -3.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5354   -3.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2467   -3.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9685   -2.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2508   -3.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3932   -3.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6756   -3.4367    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.9643   -3.0186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.6689   -4.2613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6797   -3.0633    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   16.9708   -2.1935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4150   -2.3230    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   20.2287   -3.7583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5395   -2.6338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1042   -3.4475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8219   -3.0407    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.6662   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3807   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0952   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8096   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5241   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2386   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9531   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6676   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3821   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0965   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8110   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5255   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2399   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9544   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9544   -5.4988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9517   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2372   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5228   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9076   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1930   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5214   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2359   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9504   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6648   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3793   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0938   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8082   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2 25  1  0  0  0  0
  3 25  1  0  0  0  0
  4 25  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 19 25  1  0  0  0  0
 20 29  1  0  0  0  0
 21 22  1  0  0  0  0
 21 30  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  6  0  0  0
 23 26  1  1  0  0  0
 27 31  1  0  0  0  0
 28 31  2  0  0  0  0
 29 31  1  0  0  0  0
 30 31  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 24  1  0  0  0  0
 45 46  2  0  0  0  0
 32 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 49  2  0  0  0  0
M  CHG  2  25   1  27  -1
M  END

HMDB0013461
     RDKit          3D
SM(d18:1/26:1(17Z))
155154  0  0  0  0  0  0  0  0999 V2000
   -5.5938   -2.8324   -4.9047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4691   -2.1231   -3.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0166   -3.0665   -2.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6906   -3.6247   -2.8819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0927   -4.5811   -1.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574   -3.8477   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2852   -4.7345    0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9759   -5.3841    0.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304   -6.2095    1.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5953   -6.1222    1.8613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6264   -5.1069    1.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8320   -5.9312    1.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0261   -5.2041    0.6367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6728   -4.2996    1.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8937   -3.6559    1.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7712   -2.7670   -0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1741   -1.4442    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8396   -1.3401    0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3264    0.1050    0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1267    0.6547   -0.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0261   -0.1053   -1.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7061    0.0644   -0.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2707    1.5186   -0.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0648    1.9992   -2.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3336    3.4201   -2.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6102    4.4232   -1.7322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5699    4.1024   -0.9991 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273    5.8137   -2.0636 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4563    6.7920   -1.6131 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5311    6.8532   -2.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0566    5.5652   -2.7887 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2418    5.3242   -3.9333 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.4710    6.6129   -4.6838 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7267    4.8971   -3.2267 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.7838    4.1458   -5.0767 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4430    2.9355   -4.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9696    1.9410   -5.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5680    0.6431   -5.7680 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.5302   -0.3856   -5.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2525    0.2495   -7.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4725    0.4942   -4.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9448    8.1511   -1.3285 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0840    8.9176   -0.9278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0256    8.2770   -0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9715    7.3928    0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8980    7.6173    1.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8842    6.6156    2.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2325    5.2150    1.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1800    4.3984    3.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5223    2.9615    3.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668    2.2672    4.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8125    0.8033    4.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7793    0.0969    5.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1269   -1.3545    5.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1119   -2.0959    6.7785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580   -3.5400    6.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8267   -3.7288    5.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0816   -5.2175    5.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6794   -3.9469   -4.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5319   -2.5089   -5.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7639   -2.5941   -5.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4811   -1.7240   -3.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8004   -1.2602   -3.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0505   -2.5576   -1.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7445   -3.9304   -2.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8199   -4.1631   -3.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9937   -2.7424   -3.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0893   -4.9106   -2.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926   -5.4051   -1.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3003   -2.9194   -0.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8847   -3.5590   -0.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9858   -5.5145    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0785   -4.0979    1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954   -6.1119   -0.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3149   -4.5995   -0.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2236   -7.0111    1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8318   -6.8049    2.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3626   -4.4400    0.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8688   -4.5647    2.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4868   -6.6638    0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1274   -6.6190    1.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8129   -5.9726    0.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8862   -4.6461   -0.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0732   -5.0179    2.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9463   -3.7048    2.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6476   -4.4702    0.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3337   -3.0512    1.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8533   -2.6041   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2594   -3.2952   -0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8762   -0.8548    0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2842   -0.8123   -0.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0922   -1.9870    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189   -1.5380    1.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0903    0.6955    1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4097    0.1205    1.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0061    0.6548   -1.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8060    1.7139   -0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2847   -1.1807   -1.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0300    0.1365   -2.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763   -0.4080    0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0350   -0.5174   -1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9114    2.1180    0.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7329    1.4989   -0.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8122    1.3901   -2.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8887    1.7192   -2.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5482    3.5828   -3.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3011    3.5791   -1.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2665    6.1001   -2.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0871    6.4535   -0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9785    6.9939   -3.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2775    7.6130   -2.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3363    2.5663   -3.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5379    3.0872   -5.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1989    2.3243   -6.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8513    1.8254   -5.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0362   -1.3740   -5.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8317   -0.3272   -6.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9956   -0.2703   -4.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1972    0.7885   -7.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5465    0.3428   -7.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4795   -0.8470   -6.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9647   -0.5120   -4.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9484    0.4812   -3.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3166    1.2193   -4.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6029    8.6955   -2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4444    8.5735   -0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0285    9.1739    0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0588    6.4975   -0.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9594    7.6863    0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7245    8.6478    1.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9156    6.6870    2.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6629    6.9427    3.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3066    5.2119    1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6453    4.7736    1.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1848    4.5229    3.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9132    4.8344    3.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5832    2.8806    2.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8514    2.4616    2.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5296    2.4317    4.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2757    2.7361    5.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8127    0.6517    3.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1003    0.2655    3.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4714    0.5689    6.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7555    0.1801    6.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4225   -1.8675    4.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1290   -1.4166    4.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1187   -2.0418    7.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8788   -1.6798    7.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6888   -4.0887    5.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5042   -4.0386    7.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8756   -3.3020    4.9377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5987   -3.3498    6.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2677   -5.6962    5.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2267   -5.7550    6.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0039   -5.3189    5.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 32 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  1  0
 38 41  1  0
 29 42  1  0
 42 43  1  0
 42 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  1  0
 56 57  1  0
 57 58  1  0
  1 59  1  0
  1 60  1  0
  1 61  1  0
  2 62  1  0
  2 63  1  0
  3 64  1  0
  3 65  1  0
  4 66  1  0
  4 67  1  0
  5 68  1  0
  5 69  1  0
  6 70  1  0
  6 71  1  0
  7 72  1  0
  7 73  1  0
  8 74  1  0
  8 75  1  0
  9 76  1  0
 10 77  1  0
 11 78  1  0
 11 79  1  0
 12 80  1  0
 12 81  1  0
 13 82  1  0
 13 83  1  0
 14 84  1  0
 14 85  1  0
 15 86  1  0
 15 87  1  0
 16 88  1  0
 16 89  1  0
 17 90  1  0
 17 91  1  0
 18 92  1  0
 18 93  1  0
 19 94  1  0
 19 95  1  0
 20 96  1  0
 20 97  1  0
 21 98  1  0
 21 99  1  0
 22100  1  0
 22101  1  0
 23102  1  0
 23103  1  0
 24104  1  0
 24105  1  0
 25106  1  0
 25107  1  0
 28108  1  0
 29109  1  1
 30110  1  0
 30111  1  0
 36112  1  0
 36113  1  0
 37114  1  0
 37115  1  0
 39116  1  0
 39117  1  0
 39118  1  0
 40119  1  0
 40120  1  0
 40121  1  0
 41122  1  0
 41123  1  0
 41124  1  0
 42125  1  6
 43126  1  0
 44127  1  0
 45128  1  0
 46129  1  0
 46130  1  0
 47131  1  0
 47132  1  0
 48133  1  0
 48134  1  0
 49135  1  0
 49136  1  0
 50137  1  0
 50138  1  0
 51139  1  0
 51140  1  0
 52141  1  0
 52142  1  0
 53143  1  0
 53144  1  0
 54145  1  0
 54146  1  0
 55147  1  0
 55148  1  0
 56149  1  0
 56150  1  0
 57151  1  0
 57152  1  0
 58153  1  0
 58154  1  0
 58155  1  0
M  CHG  2  34  -1  38   1
M  END


  Mrv1652303262014182D          

 58 57  0  0  1  0            999 V2000
    6.2447   -3.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0979   -2.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2616   -3.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3909   -3.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9623   -2.9401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6736   -3.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3913   -2.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1025   -3.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8201   -2.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5310   -3.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2487   -2.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9600   -3.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6776   -2.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3889   -3.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1066   -2.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8178   -3.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5354   -3.0073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2467   -3.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9685   -2.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2508   -3.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3932   -3.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6756   -3.4367    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.9643   -3.0186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.6689   -4.2613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6797   -3.0633    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   16.9708   -2.1935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4150   -2.3230    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   20.2287   -3.7583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5395   -2.6338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1042   -3.4475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8219   -3.0407    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.6662   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3807   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0952   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8096   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5241   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2386   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9531   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6676   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3821   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0965   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8110   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5255   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2399   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9544   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9544   -5.4988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9517   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2372   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5228   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9076   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1930   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5214   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2359   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9504   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6648   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3793   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0938   -4.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8082   -4.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2 25  1  0  0  0  0
  3 25  1  0  0  0  0
  4 25  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 23  1  0  0  0  0
 19 20  1  0  0  0  0
 19 25  1  0  0  0  0
 20 29  1  0  0  0  0
 21 22  1  0  0  0  0
 21 30  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  6  0  0  0
 23 26  1  1  0  0  0
 27 31  1  0  0  0  0
 28 31  2  0  0  0  0
 29 31  1  0  0  0  0
 30 31  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 24  1  0  0  0  0
 45 46  2  0  0  0  0
 32 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 49  2  0  0  0  0
M  CHG  2  25   1  27  -1
M  END
> <DATABASE_ID>
MMDBc0000660

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](COP([O-])(=O)OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCCCC\C=C/CCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C49H97N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-49(53)50-47(46-57-58(54,55)56-45-44-51(3,4)5)48(52)42-40-38-36-34-32-30-19-17-15-13-11-9-7-2/h20-21,40,42,47-48,52H,6-19,22-39,41,43-46H2,1-5H3,(H-,50,53,54,55)/b21-20-,42-40+/t47-,48+/m0/s1

> <INCHI_KEY>
YXEXWUZHFGYOHJ-UOJCCMJYSA-N

> <FORMULA>
C49H97N2O6P

> <MOLECULAR_WEIGHT>
841.278

> <EXACT_MASS>
840.708425358

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
155

> <JCHEM_AVERAGE_POLARIZABILITY>
108.04415124857749

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2S,3R,4E)-2-[(17Z)-hexacos-17-enamido]-3-hydroxyoctadec-4-en-1-yl phosphono]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
6.53

> <JCHEM_LOGP>
11.059822734194924

> <ALOGPS_LOGS>
-7.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.49920132064026

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.865155035270682

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0502041460417337

> <JCHEM_POLAR_SURFACE_AREA>
107.91999999999999

> <JCHEM_REFRACTIVITY>
261.06850000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
45

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.59e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2S,3R,4E)-2-[(17Z)-hexacos-17-enamido]-3-hydroxyoctadec-4-en-1-yl phosphono]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013461
     RDKit          3D
SM(d18:1/26:1(17Z))
155154  0  0  0  0  0  0  0  0999 V2000
   -5.5938   -2.8324   -4.9047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4691   -2.1231   -3.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0166   -3.0665   -2.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6906   -3.6247   -2.8819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0927   -4.5811   -1.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574   -3.8477   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2852   -4.7345    0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9759   -5.3841    0.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304   -6.2095    1.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5953   -6.1222    1.8613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6264   -5.1069    1.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8320   -5.9312    1.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0261   -5.2041    0.6367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6728   -4.2996    1.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8937   -3.6559    1.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7712   -2.7670   -0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1741   -1.4442    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8396   -1.3401    0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3264    0.1050    0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1267    0.6547   -0.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0261   -0.1053   -1.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7061    0.0644   -0.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2707    1.5186   -0.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0648    1.9992   -2.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3336    3.4201   -2.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6102    4.4232   -1.7322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5699    4.1024   -0.9991 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273    5.8137   -2.0636 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4563    6.7920   -1.6131 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5311    6.8532   -2.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0566    5.5652   -2.7887 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2418    5.3242   -3.9333 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.4710    6.6129   -4.6838 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7267    4.8971   -3.2267 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.7838    4.1458   -5.0767 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4430    2.9355   -4.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9696    1.9410   -5.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5680    0.6431   -5.7680 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.5302   -0.3856   -5.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2525    0.2495   -7.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4725    0.4942   -4.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9448    8.1511   -1.3285 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0840    8.9176   -0.9278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0256    8.2770   -0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9715    7.3928    0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8980    7.6173    1.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8842    6.6156    2.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2325    5.2150    1.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1800    4.3984    3.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5223    2.9615    3.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668    2.2672    4.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8125    0.8033    4.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7793    0.0969    5.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1269   -1.3545    5.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1119   -2.0959    6.7785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580   -3.5400    6.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8267   -3.7288    5.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0816   -5.2175    5.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6794   -3.9469   -4.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5319   -2.5089   -5.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7639   -2.5941   -5.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4811   -1.7240   -3.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8004   -1.2602   -3.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0505   -2.5576   -1.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7445   -3.9304   -2.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8199   -4.1631   -3.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9937   -2.7424   -3.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0893   -4.9106   -2.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926   -5.4051   -1.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3003   -2.9194   -0.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8847   -3.5590   -0.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9858   -5.5145    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0785   -4.0979    1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954   -6.1119   -0.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3149   -4.5995   -0.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2236   -7.0111    1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8318   -6.8049    2.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3626   -4.4400    0.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8688   -4.5647    2.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4868   -6.6638    0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1274   -6.6190    1.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8129   -5.9726    0.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8862   -4.6461   -0.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0732   -5.0179    2.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9463   -3.7048    2.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6476   -4.4702    0.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3337   -3.0512    1.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8533   -2.6041   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2594   -3.2952   -0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8762   -0.8548    0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2842   -0.8123   -0.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0922   -1.9870    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189   -1.5380    1.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0903    0.6955    1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4097    0.1205    1.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0061    0.6548   -1.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8060    1.7139   -0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2847   -1.1807   -1.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0300    0.1365   -2.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763   -0.4080    0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0350   -0.5174   -1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9114    2.1180    0.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7329    1.4989   -0.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8122    1.3901   -2.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8887    1.7192   -2.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5482    3.5828   -3.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3011    3.5791   -1.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2665    6.1001   -2.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0871    6.4535   -0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9785    6.9939   -3.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2775    7.6130   -2.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3363    2.5663   -3.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5379    3.0872   -5.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1989    2.3243   -6.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8513    1.8254   -5.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0362   -1.3740   -5.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8317   -0.3272   -6.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9956   -0.2703   -4.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1972    0.7885   -7.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5465    0.3428   -7.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4795   -0.8470   -6.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9647   -0.5120   -4.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9484    0.4812   -3.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3166    1.2193   -4.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6029    8.6955   -2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4444    8.5735   -0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0285    9.1739    0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0588    6.4975   -0.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9594    7.6863    0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7245    8.6478    1.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9156    6.6870    2.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6629    6.9427    3.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3066    5.2119    1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6453    4.7736    1.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1848    4.5229    3.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9132    4.8344    3.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5832    2.8806    2.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8514    2.4616    2.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5296    2.4317    4.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2757    2.7361    5.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8127    0.6517    3.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1003    0.2655    3.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4714    0.5689    6.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7555    0.1801    6.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4225   -1.8675    4.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1290   -1.4166    4.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1187   -2.0418    7.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8788   -1.6798    7.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6888   -4.0887    5.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5042   -4.0386    7.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8756   -3.3020    4.9377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5987   -3.3498    6.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2677   -5.6962    5.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2267   -5.7550    6.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0039   -5.3189    5.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 32 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  1  0
 38 41  1  0
 29 42  1  0
 42 43  1  0
 42 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  1  0
 56 57  1  0
 57 58  1  0
  1 59  1  0
  1 60  1  0
  1 61  1  0
  2 62  1  0
  2 63  1  0
  3 64  1  0
  3 65  1  0
  4 66  1  0
  4 67  1  0
  5 68  1  0
  5 69  1  0
  6 70  1  0
  6 71  1  0
  7 72  1  0
  7 73  1  0
  8 74  1  0
  8 75  1  0
  9 76  1  0
 10 77  1  0
 11 78  1  0
 11 79  1  0
 12 80  1  0
 12 81  1  0
 13 82  1  0
 13 83  1  0
 14 84  1  0
 14 85  1  0
 15 86  1  0
 15 87  1  0
 16 88  1  0
 16 89  1  0
 17 90  1  0
 17 91  1  0
 18 92  1  0
 18 93  1  0
 19 94  1  0
 19 95  1  0
 20 96  1  0
 20 97  1  0
 21 98  1  0
 21 99  1  0
 22100  1  0
 22101  1  0
 23102  1  0
 23103  1  0
 24104  1  0
 24105  1  0
 25106  1  0
 25107  1  0
 28108  1  0
 29109  1  1
 30110  1  0
 30111  1  0
 36112  1  0
 36113  1  0
 37114  1  0
 37115  1  0
 39116  1  0
 39117  1  0
 39118  1  0
 40119  1  0
 40120  1  0
 40121  1  0
 41122  1  0
 41123  1  0
 41124  1  0
 42125  1  6
 43126  1  0
 44127  1  0
 45128  1  0
 46129  1  0
 46130  1  0
 47131  1  0
 47132  1  0
 48133  1  0
 48134  1  0
 49135  1  0
 49136  1  0
 50137  1  0
 50138  1  0
 51139  1  0
 51140  1  0
 52141  1  0
 52142  1  0
 53143  1  0
 53144  1  0
 54145  1  0
 54146  1  0
 55147  1  0
 55148  1  0
 56149  1  0
 56150  1  0
 57151  1  0
 57152  1  0
 58153  1  0
 58154  1  0
 58155  1  0
M  CHG  2  34  -1  38   1
M  END

HEADER    PROTEIN                                 26-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAR-20         0                                  
HETATM    1  C   UNK     0      11.657  -6.248   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      43.116  -4.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      41.555  -7.046   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      43.663  -6.499   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.996  -5.488   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.324  -6.269   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.664  -5.509   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.991  -6.290   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.331  -5.530   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.658  -6.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.998  -5.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.325  -6.331   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      23.665  -5.571   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.993  -6.352   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.332  -5.593   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.660  -6.373   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      28.999  -5.614   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.327  -6.394   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      41.008  -4.937   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      39.668  -5.697   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      34.334  -5.656   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      32.994  -6.415   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      31.667  -5.635   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      32.982  -7.954   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      42.335  -5.718   0.000  0.00  0.00           N+1
HETATM   26  O   UNK     0      31.679  -4.095   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      36.241  -4.336   0.000  0.00  0.00           O-1
HETATM   28  O   UNK     0      37.760  -7.015   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      38.340  -4.916   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      35.661  -6.435   0.000  0.00  0.00           O+0
HETATM   31  P   UNK     0      37.001  -5.676   0.000  0.00  0.00           P+0
HETATM   32  C   UNK     0      14.310  -7.954   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.644  -8.724   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      16.978  -7.954   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      18.311  -8.724   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      19.645  -7.954   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      20.979  -8.724   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      22.312  -7.954   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      23.646  -8.724   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      24.980  -7.954   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      26.313  -8.724   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      27.647  -7.954   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      28.981  -8.724   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      30.314  -7.954   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      31.648  -8.724   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      31.648 -10.264   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      12.977  -8.724   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      11.643  -7.954   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      10.309  -8.724   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -1.694  -8.724   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -0.360  -7.954   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       0.973  -8.724   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       2.307  -7.954   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       3.641  -8.724   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       4.974  -7.954   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       6.308  -8.724   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       7.642  -7.954   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       8.975  -8.724   0.000  0.00  0.00           C+0
CONECT    1    5                                                            
CONECT    2   25                                                            
CONECT    3   25                                                            
CONECT    4   25                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   23                                                       
CONECT   19   20   25                                                       
CONECT   20   19   29                                                       
CONECT   21   22   30                                                       
CONECT   22   21   23   24                                                  
CONECT   23   18   22   26                                                  
CONECT   24   22   45                                                       
CONECT   25    2    3    4   19                                             
CONECT   26   23                                                            
CONECT   27   31                                                            
CONECT   28   31                                                            
CONECT   29   20   31                                                       
CONECT   30   21   31                                                       
CONECT   31   27   28   29   30                                             
CONECT   32   33   47                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   24   46                                                  
CONECT   46   45                                                            
CONECT   47   32   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   58                                                       
CONECT   50   51                                                            
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   49                                                       
MASTER        0    0    0    0    0    0    0    0   58    0  114    0
END

COMPND    HMDB0013461
HETATM    1  C1  UNL     1      -5.594  -2.832  -4.905  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.469  -2.123  -3.595  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.017  -3.066  -2.472  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.691  -3.625  -2.882  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.093  -4.581  -1.871  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.857  -3.848  -0.584  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.285  -4.735   0.492  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.976  -5.384   0.089  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.530  -6.210   1.221  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.595  -6.122   1.861  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.626  -5.107   1.488  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.832  -5.931   1.078  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.026  -5.204   0.637  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.673  -4.300   1.676  1.00  0.00           C  
HETATM   15  C15 UNL     1       5.894  -3.656   1.112  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.771  -2.767  -0.043  1.00  0.00           C  
HETATM   17  C17 UNL     1       5.174  -1.444   0.099  1.00  0.00           C  
HETATM   18  C18 UNL     1       3.840  -1.340   0.699  1.00  0.00           C  
HETATM   19  C19 UNL     1       3.326   0.105   0.685  1.00  0.00           C  
HETATM   20  C20 UNL     1       3.127   0.655  -0.683  1.00  0.00           C  
HETATM   21  C21 UNL     1       2.026  -0.105  -1.428  1.00  0.00           C  
HETATM   22  C22 UNL     1       0.706   0.064  -0.707  1.00  0.00           C  
HETATM   23  C23 UNL     1       0.271   1.519  -0.624  1.00  0.00           C  
HETATM   24  C24 UNL     1       0.065   1.999  -2.022  1.00  0.00           C  
HETATM   25  C25 UNL     1      -0.334   3.420  -2.202  1.00  0.00           C  
HETATM   26  C26 UNL     1       0.610   4.423  -1.732  1.00  0.00           C  
HETATM   27  O1  UNL     1       1.570   4.102  -0.999  1.00  0.00           O  
HETATM   28  N1  UNL     1       0.527   5.814  -2.064  1.00  0.00           N  
HETATM   29  C27 UNL     1       1.456   6.792  -1.613  1.00  0.00           C  
HETATM   30  C28 UNL     1       2.531   6.853  -2.747  1.00  0.00           C  
HETATM   31  O2  UNL     1       3.057   5.565  -2.789  1.00  0.00           O  
HETATM   32  P1  UNL     1       4.242   5.324  -3.933  1.00  0.00           P  
HETATM   33  O3  UNL     1       4.471   6.613  -4.684  1.00  0.00           O  
HETATM   34  O4  UNL     1       5.727   4.897  -3.227  1.00  0.00           O1-
HETATM   35  O5  UNL     1       3.784   4.146  -5.077  1.00  0.00           O  
HETATM   36  C29 UNL     1       4.443   2.935  -4.848  1.00  0.00           C  
HETATM   37  C30 UNL     1       3.970   1.941  -5.888  1.00  0.00           C  
HETATM   38  N2  UNL     1       4.568   0.643  -5.768  1.00  0.00           N1+
HETATM   39  C31 UNL     1       3.530  -0.386  -5.585  1.00  0.00           C  
HETATM   40  C32 UNL     1       5.252   0.250  -7.004  1.00  0.00           C  
HETATM   41  C33 UNL     1       5.473   0.494  -4.664  1.00  0.00           C  
HETATM   42  C34 UNL     1       0.945   8.151  -1.328  1.00  0.00           C  
HETATM   43  O6  UNL     1       2.084   8.918  -0.928  1.00  0.00           O  
HETATM   44  C35 UNL     1      -0.026   8.277  -0.228  1.00  0.00           C  
HETATM   45  C36 UNL     1      -0.972   7.393   0.102  1.00  0.00           C  
HETATM   46  C37 UNL     1      -1.898   7.617   1.229  1.00  0.00           C  
HETATM   47  C38 UNL     1      -1.884   6.616   2.316  1.00  0.00           C  
HETATM   48  C39 UNL     1      -2.232   5.215   1.946  1.00  0.00           C  
HETATM   49  C40 UNL     1      -2.180   4.398   3.237  1.00  0.00           C  
HETATM   50  C41 UNL     1      -2.522   2.961   3.044  1.00  0.00           C  
HETATM   51  C42 UNL     1      -2.467   2.267   4.382  1.00  0.00           C  
HETATM   52  C43 UNL     1      -2.813   0.803   4.266  1.00  0.00           C  
HETATM   53  C44 UNL     1      -2.779   0.097   5.591  1.00  0.00           C  
HETATM   54  C45 UNL     1      -3.127  -1.354   5.476  1.00  0.00           C  
HETATM   55  C46 UNL     1      -3.112  -2.096   6.779  1.00  0.00           C  
HETATM   56  C47 UNL     1      -3.458  -3.540   6.575  1.00  0.00           C  
HETATM   57  C48 UNL     1      -4.827  -3.729   5.966  1.00  0.00           C  
HETATM   58  C49 UNL     1      -5.082  -5.217   5.804  1.00  0.00           C  
HETATM   59  H1  UNL     1      -5.679  -3.947  -4.784  1.00  0.00           H  
HETATM   60  H2  UNL     1      -6.532  -2.509  -5.396  1.00  0.00           H  
HETATM   61  H3  UNL     1      -4.764  -2.594  -5.613  1.00  0.00           H  
HETATM   62  H4  UNL     1      -6.481  -1.724  -3.308  1.00  0.00           H  
HETATM   63  H5  UNL     1      -4.800  -1.260  -3.694  1.00  0.00           H  
HETATM   64  H6  UNL     1      -5.051  -2.558  -1.512  1.00  0.00           H  
HETATM   65  H7  UNL     1      -5.745  -3.930  -2.512  1.00  0.00           H  
HETATM   66  H8  UNL     1      -3.820  -4.163  -3.840  1.00  0.00           H  
HETATM   67  H9  UNL     1      -2.994  -2.742  -3.027  1.00  0.00           H  
HETATM   68  H10 UNL     1      -2.089  -4.911  -2.238  1.00  0.00           H  
HETATM   69  H11 UNL     1      -3.793  -5.405  -1.709  1.00  0.00           H  
HETATM   70  H12 UNL     1      -2.300  -2.919  -0.669  1.00  0.00           H  
HETATM   71  H13 UNL     1      -3.885  -3.559  -0.202  1.00  0.00           H  
HETATM   72  H14 UNL     1      -2.986  -5.515   0.807  1.00  0.00           H  
HETATM   73  H15 UNL     1      -2.078  -4.098   1.376  1.00  0.00           H  
HETATM   74  H16 UNL     1      -1.195  -6.112  -0.750  1.00  0.00           H  
HETATM   75  H17 UNL     1      -0.315  -4.599  -0.247  1.00  0.00           H  
HETATM   76  H18 UNL     1      -1.224  -7.011   1.587  1.00  0.00           H  
HETATM   77  H19 UNL     1       0.832  -6.805   2.716  1.00  0.00           H  
HETATM   78  H20 UNL     1       1.363  -4.440   0.690  1.00  0.00           H  
HETATM   79  H21 UNL     1       1.869  -4.565   2.431  1.00  0.00           H  
HETATM   80  H22 UNL     1       2.487  -6.664   0.289  1.00  0.00           H  
HETATM   81  H23 UNL     1       3.127  -6.619   1.930  1.00  0.00           H  
HETATM   82  H24 UNL     1       4.813  -5.973   0.373  1.00  0.00           H  
HETATM   83  H25 UNL     1       3.886  -4.646  -0.331  1.00  0.00           H  
HETATM   84  H26 UNL     1       5.073  -5.018   2.472  1.00  0.00           H  
HETATM   85  H27 UNL     1       3.946  -3.705   2.198  1.00  0.00           H  
HETATM   86  H28 UNL     1       6.648  -4.470   0.975  1.00  0.00           H  
HETATM   87  H29 UNL     1       6.334  -3.051   1.970  1.00  0.00           H  
HETATM   88  H30 UNL     1       6.853  -2.604  -0.429  1.00  0.00           H  
HETATM   89  H31 UNL     1       5.259  -3.295  -0.929  1.00  0.00           H  
HETATM   90  H32 UNL     1       5.876  -0.855   0.806  1.00  0.00           H  
HETATM   91  H33 UNL     1       5.284  -0.812  -0.838  1.00  0.00           H  
HETATM   92  H34 UNL     1       3.092  -1.987   0.304  1.00  0.00           H  
HETATM   93  H35 UNL     1       3.919  -1.538   1.821  1.00  0.00           H  
HETATM   94  H36 UNL     1       4.090   0.696   1.222  1.00  0.00           H  
HETATM   95  H37 UNL     1       2.410   0.121   1.292  1.00  0.00           H  
HETATM   96  H38 UNL     1       4.006   0.655  -1.324  1.00  0.00           H  
HETATM   97  H39 UNL     1       2.806   1.714  -0.594  1.00  0.00           H  
HETATM   98  H40 UNL     1       2.285  -1.181  -1.342  1.00  0.00           H  
HETATM   99  H41 UNL     1       2.030   0.136  -2.478  1.00  0.00           H  
HETATM  100  H42 UNL     1       0.776  -0.408   0.273  1.00  0.00           H  
HETATM  101  H43 UNL     1      -0.035  -0.517  -1.299  1.00  0.00           H  
HETATM  102  H44 UNL     1       0.911   2.118   0.013  1.00  0.00           H  
HETATM  103  H45 UNL     1      -0.733   1.499  -0.119  1.00  0.00           H  
HETATM  104  H46 UNL     1      -0.812   1.390  -2.415  1.00  0.00           H  
HETATM  105  H47 UNL     1       0.889   1.719  -2.727  1.00  0.00           H  
HETATM  106  H48 UNL     1      -0.548   3.583  -3.279  1.00  0.00           H  
HETATM  107  H49 UNL     1      -1.301   3.579  -1.668  1.00  0.00           H  
HETATM  108  H50 UNL     1      -0.266   6.100  -2.672  1.00  0.00           H  
HETATM  109  H51 UNL     1       2.087   6.453  -0.746  1.00  0.00           H  
HETATM  110  H52 UNL     1       1.978   6.994  -3.690  1.00  0.00           H  
HETATM  111  H53 UNL     1       3.278   7.613  -2.535  1.00  0.00           H  
HETATM  112  H54 UNL     1       4.336   2.566  -3.831  1.00  0.00           H  
HETATM  113  H55 UNL     1       5.538   3.087  -5.074  1.00  0.00           H  
HETATM  114  H56 UNL     1       4.199   2.324  -6.897  1.00  0.00           H  
HETATM  115  H57 UNL     1       2.851   1.825  -5.850  1.00  0.00           H  
HETATM  116  H58 UNL     1       4.036  -1.374  -5.637  1.00  0.00           H  
HETATM  117  H59 UNL     1       2.832  -0.327  -6.465  1.00  0.00           H  
HETATM  118  H60 UNL     1       2.996  -0.270  -4.632  1.00  0.00           H  
HETATM  119  H61 UNL     1       6.197   0.788  -7.138  1.00  0.00           H  
HETATM  120  H62 UNL     1       4.547   0.343  -7.851  1.00  0.00           H  
HETATM  121  H63 UNL     1       5.479  -0.847  -6.922  1.00  0.00           H  
HETATM  122  H64 UNL     1       5.965  -0.512  -4.786  1.00  0.00           H  
HETATM  123  H65 UNL     1       4.948   0.481  -3.705  1.00  0.00           H  
HETATM  124  H66 UNL     1       6.317   1.219  -4.696  1.00  0.00           H  
HETATM  125  H67 UNL     1       0.603   8.696  -2.253  1.00  0.00           H  
HETATM  126  H68 UNL     1       2.444   8.574  -0.074  1.00  0.00           H  
HETATM  127  H69 UNL     1      -0.029   9.174   0.433  1.00  0.00           H  
HETATM  128  H70 UNL     1      -1.059   6.498  -0.463  1.00  0.00           H  
HETATM  129  H71 UNL     1      -2.959   7.686   0.842  1.00  0.00           H  
HETATM  130  H72 UNL     1      -1.725   8.648   1.663  1.00  0.00           H  
HETATM  131  H73 UNL     1      -0.916   6.687   2.856  1.00  0.00           H  
HETATM  132  H74 UNL     1      -2.663   6.943   3.068  1.00  0.00           H  
HETATM  133  H75 UNL     1      -3.307   5.212   1.603  1.00  0.00           H  
HETATM  134  H76 UNL     1      -1.645   4.774   1.133  1.00  0.00           H  
HETATM  135  H77 UNL     1      -1.185   4.523   3.709  1.00  0.00           H  
HETATM  136  H78 UNL     1      -2.913   4.834   3.931  1.00  0.00           H  
HETATM  137  H79 UNL     1      -3.583   2.881   2.691  1.00  0.00           H  
HETATM  138  H80 UNL     1      -1.851   2.462   2.318  1.00  0.00           H  
HETATM  139  H81 UNL     1      -1.530   2.432   4.924  1.00  0.00           H  
HETATM  140  H82 UNL     1      -3.276   2.736   5.014  1.00  0.00           H  
HETATM  141  H83 UNL     1      -3.813   0.652   3.830  1.00  0.00           H  
HETATM  142  H84 UNL     1      -2.100   0.266   3.597  1.00  0.00           H  
HETATM  143  H85 UNL     1      -3.471   0.569   6.330  1.00  0.00           H  
HETATM  144  H86 UNL     1      -1.756   0.180   6.024  1.00  0.00           H  
HETATM  145  H87 UNL     1      -2.423  -1.867   4.776  1.00  0.00           H  
HETATM  146  H88 UNL     1      -4.129  -1.417   4.994  1.00  0.00           H  
HETATM  147  H89 UNL     1      -2.119  -2.042   7.248  1.00  0.00           H  
HETATM  148  H90 UNL     1      -3.879  -1.680   7.477  1.00  0.00           H  
HETATM  149  H91 UNL     1      -2.689  -4.089   5.988  1.00  0.00           H  
HETATM  150  H92 UNL     1      -3.504  -4.039   7.586  1.00  0.00           H  
HETATM  151  H93 UNL     1      -4.876  -3.302   4.938  1.00  0.00           H  
HETATM  152  H94 UNL     1      -5.599  -3.350   6.644  1.00  0.00           H  
HETATM  153  H95 UNL     1      -4.268  -5.696   5.242  1.00  0.00           H  
HETATM  154  H96 UNL     1      -5.227  -5.755   6.740  1.00  0.00           H  
HETATM  155  H97 UNL     1      -6.004  -5.319   5.177  1.00  0.00           H  
CONECT    1    2   59   60   61
CONECT    2    3   62   63
CONECT    3    4   64   65
CONECT    4    5   66   67
CONECT    5    6   68   69
CONECT    6    7   70   71
CONECT    7    8   72   73
CONECT    8    9   74   75
CONECT    9   10   10   76
CONECT   10   11   77
CONECT   11   12   78   79
CONECT   12   13   80   81
CONECT   13   14   82   83
CONECT   14   15   84   85
CONECT   15   16   86   87
CONECT   16   17   88   89
CONECT   17   18   90   91
CONECT   18   19   92   93
CONECT   19   20   94   95
CONECT   20   21   96   97
CONECT   21   22   98   99
CONECT   22   23  100  101
CONECT   23   24  102  103
CONECT   24   25  104  105
CONECT   25   26  106  107
CONECT   26   27   27   28
CONECT   28   29  108
CONECT   29   30   42  109
CONECT   30   31  110  111
CONECT   31   32
CONECT   32   33   33   34   35
CONECT   35   36
CONECT   36   37  112  113
CONECT   37   38  114  115
CONECT   38   39   40   41
CONECT   39  116  117  118
CONECT   40  119  120  121
CONECT   41  122  123  124
CONECT   42   43   44  125
CONECT   43  126
CONECT   44   45   45  127
CONECT   45   46  128
CONECT   46   47  129  130
CONECT   47   48  131  132
CONECT   48   49  133  134
CONECT   49   50  135  136
CONECT   50   51  137  138
CONECT   51   52  139  140
CONECT   52   53  141  142
CONECT   53   54  143  144
CONECT   54   55  145  146
CONECT   55   56  147  148
CONECT   56   57  149  150
CONECT   57   58  151  152
CONECT   58  153  154  155
END

HMDB0013461
     RDKit          3D
SM(d18:1/26:1(17Z))
155154  0  0  0  0  0  0  0  0999 V2000
   -5.5938   -2.8324   -4.9047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4691   -2.1231   -3.5947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0166   -3.0665   -2.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6906   -3.6247   -2.8819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0927   -4.5811   -1.8714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8574   -3.8477   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2852   -4.7345    0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9759   -5.3841    0.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5304   -6.2095    1.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5953   -6.1222    1.8613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6264   -5.1069    1.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8320   -5.9312    1.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0261   -5.2041    0.6367 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6728   -4.2996    1.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8937   -3.6559    1.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7712   -2.7670   -0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1741   -1.4442    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8396   -1.3401    0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3264    0.1050    0.6851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1267    0.6547   -0.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0261   -0.1053   -1.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7061    0.0644   -0.7067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2707    1.5186   -0.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0648    1.9992   -2.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3336    3.4201   -2.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6102    4.4232   -1.7322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5699    4.1024   -0.9991 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273    5.8137   -2.0636 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4563    6.7920   -1.6131 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5311    6.8532   -2.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0566    5.5652   -2.7887 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2418    5.3242   -3.9333 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.4710    6.6129   -4.6838 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7267    4.8971   -3.2267 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.7838    4.1458   -5.0767 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4430    2.9355   -4.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9696    1.9410   -5.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5680    0.6431   -5.7680 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.5302   -0.3856   -5.5851 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2525    0.2495   -7.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4725    0.4942   -4.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9448    8.1511   -1.3285 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0840    8.9176   -0.9278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0256    8.2770   -0.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9715    7.3928    0.1025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8980    7.6173    1.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8842    6.6156    2.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2325    5.2150    1.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1800    4.3984    3.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5223    2.9615    3.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668    2.2672    4.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8125    0.8033    4.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7793    0.0969    5.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1269   -1.3545    5.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1119   -2.0959    6.7785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580   -3.5400    6.5748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8267   -3.7288    5.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0816   -5.2175    5.8036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6794   -3.9469   -4.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5319   -2.5089   -5.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7639   -2.5941   -5.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4811   -1.7240   -3.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8004   -1.2602   -3.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0505   -2.5576   -1.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7445   -3.9304   -2.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8199   -4.1631   -3.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9937   -2.7424   -3.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0893   -4.9106   -2.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926   -5.4051   -1.7092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3003   -2.9194   -0.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8847   -3.5590   -0.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9858   -5.5145    0.8074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0785   -4.0979    1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954   -6.1119   -0.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3149   -4.5995   -0.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2236   -7.0111    1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8318   -6.8049    2.7155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3626   -4.4400    0.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8688   -4.5647    2.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4868   -6.6638    0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1274   -6.6190    1.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8129   -5.9726    0.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8862   -4.6461   -0.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0732   -5.0179    2.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9463   -3.7048    2.1979 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6476   -4.4702    0.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3337   -3.0512    1.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8533   -2.6041   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2594   -3.2952   -0.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8762   -0.8548    0.8064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2842   -0.8123   -0.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0922   -1.9870    0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189   -1.5380    1.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0903    0.6955    1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4097    0.1205    1.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0061    0.6548   -1.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8060    1.7139   -0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2847   -1.1807   -1.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0300    0.1365   -2.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7763   -0.4080    0.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0350   -0.5174   -1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9114    2.1180    0.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7329    1.4989   -0.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8122    1.3901   -2.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8887    1.7192   -2.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5482    3.5828   -3.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3011    3.5791   -1.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2665    6.1001   -2.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0871    6.4535   -0.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9785    6.9939   -3.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2775    7.6130   -2.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3363    2.5663   -3.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5379    3.0872   -5.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1989    2.3243   -6.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8513    1.8254   -5.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0362   -1.3740   -5.6369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8317   -0.3272   -6.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9956   -0.2703   -4.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1972    0.7885   -7.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5465    0.3428   -7.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4795   -0.8470   -6.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9647   -0.5120   -4.7860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9484    0.4812   -3.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3166    1.2193   -4.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6029    8.6955   -2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4444    8.5735   -0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0285    9.1739    0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0588    6.4975   -0.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9594    7.6863    0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7245    8.6478    1.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9156    6.6870    2.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6629    6.9427    3.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3066    5.2119    1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6453    4.7736    1.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1848    4.5229    3.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9132    4.8344    3.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5832    2.8806    2.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8514    2.4616    2.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5296    2.4317    4.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2757    2.7361    5.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8127    0.6517    3.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1003    0.2655    3.5970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4714    0.5689    6.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7555    0.1801    6.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4225   -1.8675    4.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1290   -1.4166    4.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1187   -2.0418    7.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8788   -1.6798    7.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6888   -4.0887    5.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5042   -4.0386    7.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8756   -3.3020    4.9377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5987   -3.3498    6.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2677   -5.6962    5.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2267   -5.7550    6.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0039   -5.3189    5.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 32 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  1  0
 38 41  1  0
 29 42  1  0
 42 43  1  0
 42 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  1  0
 56 57  1  0
 57 58  1  0
  1 59  1  0
  1 60  1  0
  1 61  1  0
  2 62  1  0
  2 63  1  0
  3 64  1  0
  3 65  1  0
  4 66  1  0
  4 67  1  0
  5 68  1  0
  5 69  1  0
  6 70  1  0
  6 71  1  0
  7 72  1  0
  7 73  1  0
  8 74  1  0
  8 75  1  0
  9 76  1  0
 10 77  1  0
 11 78  1  0
 11 79  1  0
 12 80  1  0
 12 81  1  0
 13 82  1  0
 13 83  1  0
 14 84  1  0
 14 85  1  0
 15 86  1  0
 15 87  1  0
 16 88  1  0
 16 89  1  0
 17 90  1  0
 17 91  1  0
 18 92  1  0
 18 93  1  0
 19 94  1  0
 19 95  1  0
 20 96  1  0
 20 97  1  0
 21 98  1  0
 21 99  1  0
 22100  1  0
 22101  1  0
 23102  1  0
 23103  1  0
 24104  1  0
 24105  1  0
 25106  1  0
 25107  1  0
 28108  1  0
 29109  1  1
 30110  1  0
 30111  1  0
 36112  1  0
 36113  1  0
 37114  1  0
 37115  1  0
 39116  1  0
 39117  1  0
 39118  1  0
 40119  1  0
 40120  1  0
 40121  1  0
 41122  1  0
 41123  1  0
 41124  1  0
 42125  1  6
 43126  1  0
 44127  1  0
 45128  1  0
 46129  1  0
 46130  1  0
 47131  1  0
 47132  1  0
 48133  1  0
 48134  1  0
 49135  1  0
 49136  1  0
 50137  1  0
 50138  1  0
 51139  1  0
 51140  1  0
 52141  1  0
 52142  1  0
 53143  1  0
 53144  1  0
 54145  1  0
 54146  1  0
 55147  1  0
 55148  1  0
 56149  1  0
 56150  1  0
 57151  1  0
 57152  1  0
 58153  1  0
 58154  1  0
 58155  1  0
M  CHG  2  34  -1  38   1
M  END

Synonyms

Value	Source
C26:1 Sphingomyelin	ChEBI
N-(17Z-Hexacosenoyl)-sphing-4-enine-1-phosphocholine	ChEBI
N-(Tricosanoyl)-sphing-4-enine-1-phosphocholine	HMDB
Sphingomyelin	HMDB
N-(17Z-Hexacosenoyl)-1-phosphocholine-sphing-4-enine	MetBuilder
Sphingomyelin(D18:1/26:1(17Z))	MetBuilder
N-(17Z-Hexacosenoyl)-1-phosphocholine-sphingosine	MetBuilder
N-(17Z-Hexacosenoyl)-1-phosphocholine-D-erythro-sphingosine	MetBuilder
N-(17Z-Hexacosenoyl)-1-phosphocholine-4-sphingenine	MetBuilder
N-(17Z-Hexacosenoyl)-1-phosphocholine-D-sphingosine	MetBuilder
N-(17Z-Hexacosenoyl)-1-phosphocholine-sphingenine	MetBuilder
N-(17Z-Hexacosenoyl)-1-phosphocholine-erythro-4-sphingenine	MetBuilder
SM(D18:1/26:1(17Z))	ChEBI
N-(17Z-Hexacosenoyl)-1-phosphocholine-sphinganine	MetBuilder
Sphingomyelin(D18:0/26:1(17Z))	MetBuilder
N-(17Z-Hexacosenoyl)-1-phosphocholine-dihydrosphingosine	MetBuilder
N-(17Z-Hexacosenoyl)-1-phosphocholine-D-erythro-sphinganine	MetBuilder

Chemical Formula

C₄₉H₉₇N₂O₆P

Average Molecular Weight

841.278

Monoisotopic Molecular Weight

840.708425358

IUPAC Name

(2-{[(2S,3R,4E)-2-[(17Z)-hexacos-17-enamido]-3-hydroxyoctadec-4-en-1-yl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2S,3R,4E)-2-[(17Z)-hexacos-17-enamido]-3-hydroxyoctadec-4-en-1-yl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](COP([O-])(=O)OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCCCC\C=C/CCCCCCCC

InChI Identifier

InChI=1S/C49H97N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-28-29-31-33-35-37-39-41-43-49(53)50-47(46-57-58(54,55)56-45-44-51(3,4)5)48(52)42-40-38-36-34-32-30-19-17-15-13-11-9-7-2/h20-21,40,42,47-48,52H,6-19,22-39,41,43-46H2,1-5H3,(H-,50,53,54,55)/b21-20-,42-40+/t47-,48+/m0/s1

InChI Key

YXEXWUZHFGYOHJ-UOJCCMJYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphosphingolipids. These are sphingolipids with a structure based on a sphingoid base that is attached to a phosphate head group. They differ from phosphonospingolipids which have a phosphonate head group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Phosphosphingolipids

Direct Parent

Phosphosphingolipids

Alternative Parents

Substituents

Sphingoid-1-phosphate or derivatives
Phosphocholine
Phosphoethanolamine
Dialkyl phosphate
Fatty amide
N-acyl-amine
Organic phosphoric acid derivative
Phosphoric acid ester
Fatty acyl
Alkyl phosphate
Tetraalkylammonium salt
Quaternary ammonium salt
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Carboxylic acid derivative
Organic zwitterion
Alcohol
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Amine
Organic salt
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N-hexacosenoylsphingosine-1-phosphocholine (CHEBI:84476 )
Ceramide phosphocholines (sphingomyelins) (LMSP03010009 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.6e-05 g/L	ALOGPS
logP	6.53	ALOGPS
logP	11.06	ChemAxon
logS	-7.5	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	107.92 Å²	ChemAxon
Rotatable Bond Count	45	ChemAxon
Refractivity	261.07 m³·mol⁻¹	ChemAxon
Polarizability	108.04 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-053l-6011109040-78d43e222f56260422fe	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0536-2142109100-86de838a540453f018fb	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001s-9166002300-ec56b7022d6302efcb2b	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0000000490-cb91e2cdfa0fc1ef0e53	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-2015004920-8dd85b3408ce46984d72	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-002f-9128002000-1f1df5bc5b2e61edb1da	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0000001190-852973a8181afd58aa19	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dk-0000009290-2a89ec676a087342ac72	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-0000009110-41d912ffebeab2f9e19c	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000x-0600000090-f3afb84c3623381e151f	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000x-0600000090-f3afb84c3623381e151f	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-0900000030-ea80282a636c1f91d6e7	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0000000090-dbddecc32b1e8eef807d	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0000000390-a19ee8177a5c774ca039	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9001030100-33cf30aa4edf3e21f80c	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0000001090-b6e3615b7d0d42bfc294	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03f0-0000007090-7266def15f5db339d557	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-0000009020-fbc8eda2d3b38d2ae7b9	2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Feces
Saliva
Urine

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

#<MetaboliteProteinLink:0x000055b76dc4b9e8>

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Related Health Condition	Evidence Type	Measured in Matrix	Reference
Eosinophilic esophagitis	This associated disease is originally imported from HMDB metabolite HMDB0013461 concentration id 97980	Association	Human Urine	Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)	details
Obesity	This associated disease is originally imported from HMDB metabolite HMDB0013461 concentration id 141353	Association	Human Blood	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children	details
Obesity	This associated disease is originally imported from HMDB metabolite HMDB0013461 concentration id 141352	Association	Human Blood	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children	details

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
	Firmicutes	2	Human ; Human Feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details
Animal	Milk	Bos taurus	FooDB	31437929	details
Animal	Milk	Bos taurus	FooDB	31437929	details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Age	Sex	Health Condition	Data Source	Reference
Human	Detected and Quantified	0.0005		0.0001	0.0012	Adult (>18 years old)	Both	Normal	HMDB	24023812	details
Human	Detected and Quantified	0.007	0.003			Adult (>18 years old)	Not Specified	Normal	HMDB	22546835	details
Human	Detected and Quantified	0.04	0.03			Adult (>18 years old)	Both	Normal	HMDB	27624970	details
Human	Detected and Quantified	0.05	0.07			Adult (>18 years old)	Both	Normal	HMDB	27624970	details
Human	Detected and Quantified	0.216	0.005			Adult (>18 years old)	Both	Normal	HMDB	20671299	details
Human	Detected and Quantified	0.47	0.13			Adult (>18 years old)	Both	Normal	HMDB	28278231	details
Human	Detected and Quantified	0.0007	0.001			Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)	details
Human	Detected and Quantified	0.258	0.135			Children (1-13 years old)	Both	Obesity	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children	details
Human	Detected and Quantified	0.273	0.115			Children (1-13 years old)	Both	Obesity	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children	details
Human	Detected and Quantified	0.0014	0.0028			Children (1 - 13 years old)	Not Specified	Normal	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)	details
Human	Detected and Quantified	0.010	0.006			Adult (>18 years old)	Both	Normal	HMDB	Zerihun T. Dame, Farid Aziat, Rupasri Mandal, Ram Krishnamurthy, Souhaila Bouatra, Shima Borzouie, An Chi Guo, Tanvir Sajed, Lu Deng, Hong Lin, Philip Liu, Edison Dong, David S. Wishart "The human saliva metabolome" Metabolomics (2015) DOI 10.1007/s11306-015-0840-5	details
Human	Detected and Quantified			0.06	1.10	Adult (>18 years old)	Both	Normal	HMDB	Molecular You (https://molecularyou.com)	details

External Links

HMDB ID

HMDB0013461

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029461

KNApSAcK ID

Not Available

Chemspider ID

24846876

KEGG Compound ID

C00550

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44260128

PDB ID

Not Available

ChEBI ID

84476

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. doi: 10.1016/0092-8674(95)90409-3. [PubMed:7834746 ]
Hannun YA: The sphingomyelin cycle and the second messenger function of ceramide. J Biol Chem. 1994 Feb 4;269(5):3125-8. [PubMed:8106344 ]
Ghosh S, Strum JC, Bell RM: Lipid biochemistry: functions of glycerolipids and sphingolipids in cellular signaling. FASEB J. 1997 Jan;11(1):45-50. doi: 10.1096/fasebj.11.1.9034165. [PubMed:9034165 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Cevc, Gregor (1993). Phospholipids Handbook. Marcel Dekker.
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for SM(d18:1/26:1(17Z)) (MMDBc0000660)

MOL for #<Metabolite:0x000055b76de97e40>

3D MOL for #<Metabolite:0x000055b76de97e40>

3D SDF for #<Metabolite:0x000055b76de97e40>

3D-SDF for #<Metabolite:0x000055b76de97e40>

PDB for #<Metabolite:0x000055b76de97e40>

3D PDB for #<Metabolite:0x000055b76de97e40>

SMILES for #<Metabolite:0x000055b76de97e40>

INCHI for #<Metabolite:0x000055b76de97e40>

Structure for #<Metabolite:0x000055b76de97e40>

3D Structure for #<Metabolite:0x000055b76de97e40>